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Issue 23, 2016
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Mono- and diiodo-1,2,3-triazoles and their mono nitro derivatives

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Abstract

4-Iodo-1H-1,2,3-triazole (2) and 4,5-diiodo-1H-1,2,3-triazole (3) were synthesized using an efficient and viable synthetic route. The N-alkylation of 3 resulted in the formation of two tautomers. The N-alkyl-diiodo-triazoles were nitrated with 100% nitric acid to form monoiodo–mononitro-triazoles. The structures of 2-methyl-4,5-diiodo-1,2,3-triazole (5), 1-ethyl-4,5-diiodo-1,2,3-triazole (6), 1-methyl-4-nitro-5-iodo-1,2,3-triazole (8) and 1-ethyl-4-nitro-5-iodo-1,2,3-triazole (10) were confirmed by X-ray crystal analysis. All of the new triazoles were fully characterized via NMR, and infrared spectra, and elemental analyses as well as by their thermal and sensitivity properties. Decomposition products calculated using Cheetah 7 software show that these iodo–nitro triazoles liberate iodine.

Graphical abstract: Mono- and diiodo-1,2,3-triazoles and their mono nitro derivatives

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Publication details

The article was received on 02 May 2016, accepted on 19 May 2016 and first published on 20 May 2016


Article type: Paper
DOI: 10.1039/C6DT01731B
Citation: Dalton Trans., 2016,45, 9684-9688
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    Mono- and diiodo-1,2,3-triazoles and their mono nitro derivatives

    D. Chand, C. He, J. P. Hooper, L. A. Mitchell, D. A. Parrish and J. M. Shreeve, Dalton Trans., 2016, 45, 9684
    DOI: 10.1039/C6DT01731B

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